Use of thallium(I) ethoxide in Suzuki cross coupling reactions

被引：97

作者：

Frank, SA ^{[1
]}

Chen, H ^{[1
]}

Kunz, RK ^{[1
]}

Schnaderbeck, MJ ^{[1
]}

Roush, WR ^{[1
]}

机构：

[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 17期

关键词：

D O I：

10.1021/ol0062446

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Thallium(I) ethoxide promotes Suzuki cross couplings for a range of vinyl- and arylboronic acids with vinyl and aryl halide partners in good to excellent yields. This reagent offers distinct advantages over thallium(I) hydroxide in terms of commercial availability, stability, and ease of use.

引用

页码：2691 / 2694

页数：4

共 20 条

[11] ENANTIOSELECTIVE SYNTHESIS OF THE BOTTOM HALF OF CHLOROTHRICOLIDE .3. STUDIES OF THE STERIC DIRECTING GROUP STRATEGY FOR STEREOCONTROL IN INTRAMOLECULAR DIELS-ALDER REACTIONS
ROUSH, WR
KAGEYAMA, M
RIVA, R
BROWN, BB
WARMUS, JS
MORIARTY, KJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (03) : 1192 - 1210
[12] Enantioselective total synthesis of (-)-chlorothricolide via the tandem inter- and intramolecular Diels-Alder reaction of a hexaenoate intermediate
Roush, WR
Sciotti, RJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (30) : 7411 - 7419
[13] STUDIES ON THE SYNTHESIS OF KIJANOLIDE - SYNTHESIS OF THE 2-ACYL SPIRO TETRONATE AND INVESTIGATIONS CONCERNING THE COUPLING OF THE TOP AND BOTTOM HALF FRAGMENTS
ROUSH, WR
BROWN, BB
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (08) : 2162 - 2172
[14] STEREOSELECTIVE SYNTHESIS OF (Z,E)-2-BROMO-1,3-DIENES VIA THE PALLADIUM (O) CATALYZED CROSS COUPLING REACTIONS OF 1,1-DIBROMOOLEFINS AND VINYLBORONIC ACIDS
ROUSH, WR
MORIARTY, KJ
BROWN, BB
[J]. TETRAHEDRON LETTERS, 1990, 31 (45) : 6509 - 6512
[15] CROSS-COUPLING REACTION OF ALKYLBORONIC OR ARYLBORONIC ACID-ESTERS WITH ORGANIC HALIDES INDUCED BY THALLIUM(I) SALTS AND PALLADIUM-CATALYST
SATO, M
MIYAURA, N
SUZUKI, A
[J]. CHEMISTRY LETTERS, 1989, (08) : 1405 - 1408
[16] Scheidt KA, 1999, ANGEW CHEM INT EDIT, V38, P1652, DOI 10.1002/(SICI)1521-3773(19990601)38:11<1652::AID-ANIE1652>3.0.CO
[17] 2-K
[18] Recent advances in the cross-coupling reactions of organoboron derivatives with organic electrophiles, 1995-1998
Suzuki, A
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 576 (1-2) : 147 - 168
[19] TOTH I, 1994, ENCY INORGANIC CHEM, V8, P4134
[20] DRAMATIC RATE ENHANCEMENT OF SUZUKI DIENE SYNTHESIS - ITS APPLICATION TO PALYTOXIN SYNTHESIS
UENISHI, J
BEAU, JM
ARMSTRONG, RW
KISHI, Y
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (15) : 4756 - 4758

← 1 2 →